Learn · Structure, Stereochemistry and Reactivity of Organic Compounds and Intermediates: A Problem-solving Approach
Lecture 19 of 40Module 04:
Lecture 19: Stereoelectronic effects on conformation and reactivity
Prof. Amit Basak · IIT Kharagpur
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- Structure, Stereochemistry and Reactivity of Organic Compounds and Intermediates: A Problem-solving Approach, IIT Kharagpur (at NPTEL)
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All the lectures
- Lecture 01: Introduction to structure and stereochemistry of organic molecules: salient features of symmetry elements; Role of principal axis, sigma plane, centre of symmetry, and alternating axis of symmetry in deciding chirality
- Lecture 02: Introduction to point group notation, classification, symmetry number and order
- Lecture 03: Examples of various point group notations, chiral and achiral point groups, examples of various point groups
- Lecture 04: Solving problems on point groups (Cn, Cnv, Cnh, Dnd)
- Lecture 05: Conformational Analysis of Perhydrophenanthrene
- Lecture 06: Concept Clearing Session on Achiral Point Groups
- Lecture 07: Axial, Planar and Helical Chirality, assignment of absolute configuration to such molecules
- Lecture 08: Concept of pseudoasymmetry; Reflection variance/invariance problem; methods of nomenclature system
- Lecture 09: Conformational analysis of bicyclic systems: the Decalins
- Lecture 10: Conformational analysis of Perhydrophenanthrene
- Lecture 11: Conformational analysis of Perhydroanthracene
- Lecture 12: Revisiting conformational analysis of Perhydrophenanthrene
- Lecture 13: Revisiting conformational analysis of Perhydroanthracene
- Lecture 14: Introduction to Linear Polarized light and interaction with chiral materials; Circular Birefringence, Circular Dichroism
- Lecture 15: ORD, CD and Cotton Effect (CE); Empirical rule to determine the sign of CE, 2-axial haloketone rule
- Lecture 16: Octant rule: application to substituted cyclohexanone and decalone system
- Lecture 17: Application of Octant rule to tricyclic system; drawing of octant projection
- Lecture 18: Application of Octant rule to steroidal ketones; drawing of octant projection
- Lecture 19: Stereoelectronic effects on conformation and reactivity
- Lecture 20: Examples of anomeric effect and Stereoelectronic effect
- Lecture 21: Baldwin rules
- Lecture 22: Cyclization in enolic systems
- Lecture 23: Problem solving on Baldwin rules
- Lecture 24: Reactive Functionalities: Chemistry of Alkynes
- Lecture 25: Reactive Functionalities: Chemistry of Alkynes (contd), arynes and enediynes
- Lecture 26: Reactive Functionalities: Enediynes (contd), allenes and Ketenes
- Lecture 27: Beta - Lactam Synthesis
- Lecture 28: Chemistry of radicals
- Lecture 29: Reactivity of radicals: Frontier orbital approach.
- Lecture 30: Radical mediated C-C bond formation.
- Lecture 31: Radical mediated C-C bond formation (contd).
- Lecture 32: Radical mediated decarboxylation and deoxygenation
- Lecture 33: Dynamic Stereochemistry: Conformationally rigid and mobile systems
- Lecture 34: Dynamic Stereochemistry: Conformational analysis of elimination and addition
- Lecture 35: Dynamic Stereochemistry: Stereoselectivity in carbonyl reduction
- Lecture 36: Dynamic Stereochemistry: Reactivity of unsaturated carbonyl and enolate systems
- Lecture 37: Dynamic Stereochemistry: Enolate as nucleophile
- Lecture 38: Dynamic Stereochemistry: stereochemical issues in cyclohexenone reduction and alpha-electrophilic substitution in carbonyls
- Lecture 39: Dynamic Stereochemistry: Asymmetric aldol reactions
- Lecture 40: Dynamic Stereochemistry: Asymmetric aldol reaction (Contd)